Annual Events
Events are a THING again! But, not every event is happening, and some events are taking different shapes than previous years. Visit each event’s website to get the most up-to-date information.
All year long, Middlebury is home to great events planned by local businesses and organizations, many of which are free or low-cost. Outdoor concerts, markets, parades, holidays festivities, a food truck festival…these are all events you can experience for yourself right here in Middlebury every year. Check them out!
Spring/Summer
Memorial Day Parade
Hosted by the American Legion
Foodaroo
Food truck festival featuring live entertainment hosted by Middlebury Underground
Festival on the Green
A week-long free concert series on the town green
St Stephen’s Peasant Market
The area’s largest flea market and rummage sale
Lion’s Club Auction
Auction and BBQ on the green
BMP Downtown Block Party
A festive party on the closed off streets of Downtown Middlebury
Middlebury New Filmmakers Festival
A four-day event celebrating new filmmakers
BMP Midd Summer Market
A weekly market series on the Triangle Park Plaza featuring live music and local artisans as well as delicious to-go food

Fall
Middlebury Car Show and Fall Festival
An event co-hosted by the BMP and the Addison County Chamber of Commerce
Middlebury Maple Run hosted by the Addison Independent
Vermont’s Sweetest Half Marathon and Relay
Turkey Trot by Middlebury Parks and Recreation
Scenic 5K and 10K race with awards and giveaways
Spooktacular
Trick-or-Treating down Main Street
Winter
Lighten Up
Middlebury celebrates light with a walk with homemade lanterns throughout the town
Very Merry Middlebury
A month-long celebration of the holidays, including Midd Night Strolls with extended evening shopping, tasting and strolling